3-(2-Bromoethyl)-5,5-diphenylimidazolidine-2,4-dione

The imidazolidine ring is slightly ruffled while the attached phenyl rings are rotated well out of its mean plane. In the crystal, N—H⋯O hydrogen bonds form inversion dimers, which are connected into layers parallel to (101) by C—H⋯O hydrogen bonds. The layers are connected into a three-dimensional network by additional C—H⋯O hydrogen bonds and C—H⋯π(ring) interactions.


data reports Synthesis and crystallization
To a solution of 5,5-diphenylimidazolidine-2,4-dione (500 mg, 1.98 mmol), one equivalent of 1,2-dibromoethane (171.58 ml, 1.98 mmol), in absolute dimethylformamide (DMF, 15 ml), was added and the resulting solution heated under reflux for Detail of the intermolecular interactions viewed along the b-axis direction. N-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds are shown, respectively, by blue and black dashed lines, while the C-HÁ Á Á(ring) interactions are shown by green dashed lines.

Figure 3
Packing viewed along the a-axis direction with intermolecular interactions depicted as in Fig. 2.

Refinement
Crystal and refinement details are presented in Table 2.

Special details
Experimental. The diffraction data were obtained from 3 sets of 400 frames, each of width 0.5° in ω, colllected at φ = 0.00, 90.00 and 180.00° and 2 sets of 800 frames, each of width 0.45° in φ, collected at ω = -30.00 and 210.00°. The scan time was 15 sec/frame.

data-2
IUCrData (2023). 8, x230060 Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > 2sigma(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger. H-atoms attached to carbon were placed in calculated positions (C-H = 0.93 -0.97 Å) while that attached to nitrogen was placed in a location derived from a difference map and its coordinates adjusted to give N-H = 0.89 %A. All were included as riding contributions with isotropic displacement parameters 1.2 -1.5 times those of the attached atoms.